- Should I go back to school and obtain an Associates degree in Real Estate? 

Because of the nature of a tax lien, it would be difficult to obtain financing from a commercial lender secured by the tax lien itself.  

Looking to obtain a real estate salesperson license in CT.

I’m currently in the research phase for obtaining my first property, and I am looking to gain insight on market trends, investment strategies, and project management.

My wife and I have obtained three traditional loans and one lease with the option to purchase, resulting in most banks turning us down based on debt to income (non-portfolio lenders). 

It's easy to obtain, costs very little, and doesn't require extra, on-going effort to maintain.

Then I would speak with a land surveyor or civil engineer to get a sense of what it would take to obtain all the entitlements and bring in the utilities, etc.     

Is that process too complicated, yes, but there is nothing in this decision that will prevent a tax sale purchaser in MD from reselling at a profit after obtaining the property by foreclosing the right of redemption.

In this era of increased rates, obtaining properties that will produce a good return are harder to find and often involve quite a bit of work.  

Or, in most metro areas, you can obtain the list of permits that have been issued, and see who is receiving permits.